Simpson Bay Cottage Rentals
Cottage
10.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
700 ft²
Ocean View
View
Internet
Child Friendly
AU $360/Night
7 Nights - AU $2,520
Villa
7.3(20 Reviews)
1 Bedroom
1 Bath
2 Guests
430.56 ft²
Parking
Pool
Balcony/Terrace- View
AU $322/Night
7 Nights - AU $2,252
Cottage
3 Bedrooms
4 Baths
6 Guests
Oceanfront- Ocean View
- Balcony/Terrace
- View
AU $1,708/Night
7 Nights - AU $11,953
Cottage
10.0(3 Reviews)
1 Bedroom
1 Bath
2 Guests
Hot Tub- Parking
- Pool
- Balcony/Terrace
AU $373/Night
7 Nights - AU $2,613
Cottage
8.0(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
969 ft²
Private Pool- Oceanfront
- Parking
- Pool
AU $688/Night
7 Nights - AU $4,816
Cottage
4 Bedrooms
3 Baths
8 Guests
2260 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
AU $1,312/Night
7 Nights - AU $9,182
Cottage
2 Bedrooms
2 Baths
4 Guests
1292 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
AU $787/Night
7 Nights - AU $5,509
Villa
10.0(72 Reviews)
3 Bedrooms
3 Baths
6 Guests
1918 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
AU $645/Night
7 Nights - AU $4,517
House
10.0(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
861.11 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $359/Night
7 Nights - AU $2,511
AU $1,390/Night
7 Nights - AU $9,729
House
10.0(57 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Pool
AU $2,186/Night
7 Nights - AU $15,305
Villa
10.0(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1184.03 ft²
Private Beach- Oceanfront
Breakfast- Parking
AU $461/Night
7 Nights - AU $3,228
People Visiting Simpson Bay Also Like
Why Choose Rent By Owner for your Simpson Bay Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Simpson Bay
How to Book Your Simpson Bay Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Simpson Bay
Sint Maarten
Cole Bay
Philipsburg
Frequently Asked Questions About Simpson Bay Rental Cottages
1. What are the top Cottages in Simpson Bay?
There are a lot of options in Simpson Bay. If you plan on staying in the Simpson Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Simpson Bay:
- Stunning View of Ocean & Lagoon from Pool, 3 Min Walk to Baie Rouge, Cottage
- Villa ocean view, near to the beach, absolute calm
- OCEAN VIEW MODERN AND DESIGN VILLA
- Beach villa, pool, exotic garden, private terrace, safety water tank
- Slowlife - Freshly Renovated Villa Blooming
- LUXURY 4 BEDROOM VILLA - JARDIN CREOLE TERRES BASSE - JUST TWO MINUTES TO BEACH
- Caribbean paradise condo 2-bedroom on beach dream from € 763/W 5 pax maximum
- Lagoon Pearl - Amazing studio in Nettle Bay
- Luxury Cottage, private pool, absolute calm, 5 min from the beach
- La Caravelle: very close to the beach, close to the sea, serenity and comfort
2. How many Cottages are available in Simpson Bay?
Currently, the total number of properties listed by RBO in 2026 is over 7 in the Simpson Bay area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Simpson Bay.
More Rentals You May Like Near Simpson Bay
Villa
10.0(53 Reviews)
4 Bedrooms
5 Baths
12 Guests
7535 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
AU $1,927/Night
7 Nights - AU $13,486
Apartment
10.0(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
753.47 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $286/Night
7 Nights - AU $2,004
Villa
10.0(51 Reviews)
2 Bedrooms
2 Baths
4 Guests
807 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $255/Night
7 Nights - AU $1,785
Apartment
10.0(3 Reviews)
1 Bedroom
1 Bath
2 Guests
376.74 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $207/Night
7 Nights - AU $1,450
Villa
10.0(47 Reviews)
2 Bedrooms
2 Baths
4 Guests
1507 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
AU $790/Night
7 Nights - AU $5,531
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
753.47 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $207/Night
7 Nights - AU $1,450
Villa
10.0(30 Reviews)
4 Bedrooms
5 Baths
8 Guests
6500 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
AU $1,394/Night
7 Nights - AU $9,755
Villa
10.0(1 Review)
6 Bedrooms
7 Baths
14 Guests
5381.95 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $2,424/Night
7 Nights - AU $16,966
New
Apartment
10.0(26 Reviews)
2 Bedrooms
1 Bath
5 Guests
646 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $403/Night
7 Nights - AU $2,821
Apartment
10.0(25 Reviews)
1 Bedroom
1 Bath
4 Guests
463 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $237/Night
7 Nights - AU $1,658
House
10.0(21 Reviews)
3 Bedrooms
1 Bath
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
AU $929/Night
7 Nights - AU $6,505
Condo
10.0(21 Reviews)
1 Bedroom
1 Bath
4 Guests
754 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $420/Night
7 Nights - AU $2,940
